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312 Eats
Loop

Chicago Dine-Around

4.9123 reviews ·Opentil 10 tonight
Our group had a fantastic time, and we had the space to ourselves to enjoy the entire evening while learning to prepare and cut the pasta, the pasta sauce, and then we had time to mingle and connect with each other while the food cooked
Justin FortierJustin Fortier · 58 Google reviews
Read the reviews on Google →

Chicago Dine-Around — one of Loop's strongest food spots. The atmosphere does most of the heavy lifting. The kitchen isn't playing it safe.

What 123 diners keep saying

Great for groups
Plan your visit
70 W Madison St #5400, Chicago, IL 60602
Loop
Today10AM-10PM
Sun–Sat10AM-10PM
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What 123 diners keep saying

verbatim, from Google
Review photo by Katie Draffkorn
Jun 2026

We worked with Chicago Dine-Around for a lunchtime tour for the guests of our company's conference and we loved our experience! Brandon was a pleasure to work with and made the process so easy, highly reccomend partnering with them for your next event!!!

Katie Draffkorn

Katie Draffkorn

4 reviews on Google

Review photo by Paul Pena
Feb 2026

We had the absolute pleasure of being taken care of by **Bonnie**, and I cannot say enough wonderful things about her! Our sales team of about 50 people came in from out of town, which can sometimes be a lot for any server to manage but Bonnie handled it with such ease, professionalism, and genuine warmth that she completely exceeded our expectations. From the moment we arrived, she was organized, attentive, and on top of every detail. Managing a group our size is no small task, yet she made it look effortless. Drinks were always filled, orders were accurate, food came out smoothly, and she somehow still made each person feel individually attended to. That level of care is rare. What truly stood out was her energy. Bonnie didn’t just “serve” our tables, she elevated the entire experience. She brought personality, humor, and such a lively spirit that it turned what could have been just another team dinner into a genuinely fun and memorable night. She kept the mood upbeat, engaged with our team, and made us feel completely welcome. As someone visiting from out of town, I can honestly say we need a Bonnie in Dallas, TX! She set the bar incredibly high for service, and she is the kind of person who makes people want to come back again and again. Bonnie, thank you for taking such amazing care of our team. You made our dining experience unforgettable, and we are so grateful for the outstanding hospitality!

Paul Pena

Paul Pena

4 reviews on Google

Review photo by Jeanne Wu Peterson
Jun 2025

If you're planning a group event (personal or professional) and want a seamless, fun experience, look no further than Chicago Dine Around. They offer a ton of interactive activities and restaurant options from cooking classes to architecture boat tours and scavenger hunts. Organizing my office team outing with Brandon and his team was a breeze! Everyone was responsive, hospitable, knowledgeable, and flexible—all essential qualities for coordinating an event that aims to please many people. Our team had a blast. I look forward to working with Brandon and the team again!

Jeanne Wu Peterson

Jeanne Wu Peterson

1 reviews on Google

Review photo by Mary Vogt
Dec 2023

We had a great time thanks to Chicago Dine-Around! It was so nice to walk right into each venue, have food and drinks served within minutes of sitting down, and being able to interact with everyone in our group as we went from one place to another.

Mary Vogt

Mary Vogt

2 reviews on Google

Jul 2026

We have used them twice for large corporate events. Once with 50 people, and again with 200. Both times they were great, everyone you deal with from the event planners, to the crew on the boats is awesome. Highly recommend.

Adam Turbin

Adam Turbin

1 reviews on Google

Jul 2026

We had a wonderful time, the food and locations were great and everything was planned perfectly!

Erica Festa

Erica Festa

10 reviews on Google

Jul 2026

We've had a great experience working with Dine-Around, having used them for two separate events: a progressive food tour in 2023 and a taco making challenge in 2026. The booking process was easy and straightforward, and their wide range of customizable event options meant we could find an offering that worked well for our group, including accommodating allergies. Their day-of staff were consistently high-energy and engaging, contributing to two well-received events. Brandon, in particular, was incredibly accommodating, always had answers to our questions, and made the entire process easy by taking the work out of our hands. We would definitely use Dine-Around again in the future!

Isabella Charfoos

Isabella Charfoos

2 reviews on Google

Jun 2026

Chicago Dine Around hosted a casino night at Hubbard Inn as part of a legal retreat for our large organization. They knocked it out of the park and we had so many compliments from teammates after the event. Brandon was the most patient person ever, working with us on the event and months of planning. He didn't blink at any of our requests or questions. The event was super well organized and Dine Around went out of their way to make us happy and pull off an event that everyone would enjoy. The service was top notch at Hubbard Inn as well. It made my job so much easier to have a single point of contact for this event and not have to work with multiple vendors. I cannot recommend these guys enough! We threw all kinds of ideas at them and they never balked and were really great about partnering with us on these ideas. Excellent company!

Heather Hoskinson

Heather Hoskinson

44 reviews on Google

Jun 2026

We hosted our Toronto team in Chicago for the first time and used Chicago Dine Around to help plan our team event. Working with Brandon was absolutely fantastic from start to finish. He made the entire process incredibly easy and stress-free. We chose the Private Architectural Boat Tour, and the Chicago Dine Around team went above and beyond to ensure everything was perfect. They even arranged for us to tour the boat beforehand so we could confidently select the right experience for our group. For lunch, they seamlessly accommodated all dietary restrictions and preferences, making coordination effortless. Every detail was handled professionally, allowing us to focus on enjoying the event. The feedback from our team was overwhelmingly positive. Many team members said it was one of the best company events we've had to date. Even our Chicago-based employees, who are very familiar with the city, thoroughly enjoyed the tour and experience. I highly recommend Chicago Dine Around for anyone planning a corporate event or group outing. Their attention to detail, outstanding customer service, and local expertise made our event a huge success.

Libby Adler

Libby Adler

3 reviews on Google

Jun 2026

I hosted an event for 30 people who had flown in for a team meeting from across the US. I didn't know Chicago very well, and the team at Chicago Dine Around helped us every step of the way to choose the right event, the right restaurant, and they made the event so special. We chose the Scavenger Hunt and the team loved that they could do it at their own pace and it didn't feel awkward to have to be on the spot at any point. The host, Genesis, was brilliant, funny, kind and kept people really engaged. We got swag made for the event that was super quick to turnaround, and wowed the team. I couldn't recommend Chicago Dine Around more - they took care of everything and it was so easy!

Helen Robb

Helen Robb

17 reviews on Google

Jun 2026

We had an outstanding experience from start to finish. The team was attentive to every detail, accommodating to our needs, and consistently provided exceptional service throughout the planning and execution of our event. Their professionalism, responsiveness, and commitment to excellence ensured everything ran seamlessly. The event was executed flawlessly, allowing our guests to enjoy a memorable experience without concern. We truly appreciated the care and dedication shown by the entire staff. I highly recommend this venue and team for large events and gatherings. Their attention to detail and outstanding customer service make them a top choice for any special occasion.

McCartney. Family

McCartney. Family

16 reviews on Google

Apr 2026

We have used Chicago Dine-Around for a few work events, and they have been great! Our attendees were well taken care of, had a great time, and recently, Bonnie was the best host our group could have asked for!

Alisha Estabrook

Alisha Estabrook

77 reviews on Google

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